Reaktion #1174331

Reaktionsgleichung

4(E)-(1-ethoxyethoxy)-cinnamyl alcohol

diketene

→

4(E)-(1-ethoxyethoxy)cinnamyl acetoacetate

Ausbeute 70.9%

Lösungsmittel

triethylamine

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturwas heated at 70°-80° C.
2. 2
   workup.ADDITIONAfter the addition
3. 3
   Temperaturthe reaction mixture was heated at 110°-120° C. for 30 minutes
4. 4
   Sonstigethe solvent was removed by evaporation under a reduced pressure
5. 5
   Sonstigethe residue thus obtained
6. 6
   Sonstigewas purified by means of a silica gel column chromatography (eluent: diethyl ether: n-hexane=1:3)

Vorschrift

A mixture of 9 g of 4(E)-(1-ethoxyethoxy)-cinnamyl alcohol and 0.5 ml of triethylamine was heated at 70°-80° C., and 6 g of diketene was slowly added dropwise thereto. After the addition was finished, the reaction mixture was heated at 110°-120° C. for 30 minutes. After the reaction was completed, the solvent was removed by evaporation under a reduced pressure, and the residue thus obtained was purified by means of a silica gel column chromatography (eluent: diethyl ether: n-hexane=1:3) to yield 8.8 g of 4(E)-(1-ethoxyethoxy)cinnamyl acetoacetate. Refractive index: D24 1.5305

Quelle